Summerland Key, FL Homes

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  /39

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 2,198 Sq Ft

  21073 7th Ave, Summerland Key, FL 33042

  Florida Keys Waterfront Paradise - 80' Dock & No Bridges to Open Water!Nestled in a boater's paradise, this 2,198 sq. ft. 3-bed, 2-bath home offers a split floor plan for privacy and comfort. Inside, the spacious kitchen boasts stainless steel appliances, generous cabinet space, and ample corian counter space perfect for cooking up your fresh catch. The open-concept living and dining area flows

  Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  21073 7th Ave, Summerland Key, FL 33042
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  /36

  $755,000 Sold Sep 22, 2025

  1590 Gardenia Ln, Big Pine Key, FL 33043

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $629/SF
  • 104 Days On Market

  Current Estimated Value $767,851

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  1590 Gardenia Ln, Big Pine Key, FL 33043
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  /2

  Est $898,975 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  22974 John Avery Ln, Summerland Key, FL 33042

  22974 John Avery Ln, Summerland Key, FL 33042
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  /73

  $810,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  547 Heck Ave, Little Torch Key, FL 33042

  Stunning 3-Bed, 2-Bath Home in Little Torch Key – A Boater’s Paradise! Nestled in a peaceful neighborhood in sought-after Little Torch Key, this charming home is perfect for those who love boating and fishing. The bright, open-concept living area is ideal for entertaining, while the upstairs screened porch offers a fantastic spot for grilling and outdoor dining with elevated waterfront views. The

  Litney Ellis Dalton Wade Inc

  547 Heck Ave, Little Torch Key, FL 33042
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  /44

  $907,500 Sold Mar 10, 2025

  3633 Blue Lagoon St, Big Pine Key, FL 33043

  • 3 Beds
  • 3 Baths
  • 1,365 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $665/SF
  • 47 Days On Market

  Current Estimated Value $898,956

  Last Listing Agent David Kaufmann Century 21 Circle

  3633 Blue Lagoon St, Big Pine Key, FL 33043
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  /40

  Est $826,082 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  93 Venetian Way, Summerland Key, FL 33042

  93 Venetian Way, Summerland Key, FL 33042
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  /41

  $2,450,000

  • 2 Beds
  • 2 Baths
  • 1,577 Sq Ft

  1176 Thatch Ln, Summerland Key, FL 33042

  Unobstructed Ocean views, your own Private Oasis! On a canal with easy access to both the Ocean and Back Country. Whether you're seeking a full time residence, vacation getaway, or income-producing investment, this waterfront gem checks every box! Huge 24,829 Sqft LOT with plenty of room to add on. The home has consistent vacation rentals booked 4+ months out of the year, every year!! (income

  Jonathan Minerick Homecoin.com

  1176 Thatch Ln, Summerland Key, FL 33042
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  /42

  $775,000 Sold Oct 01, 2025

  22988 Port Royal Ln, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,122 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $691/SF
  • 68 Days On Market

  Last Listing Agent Walter Ceballos, P.A. Berkshire Hathaway Home Services Keys Real Estate - Big Pine Key

  22988 Port Royal Ln, Summerland Key, FL 33042
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  /48

  Est $652,990 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  27018 Angelfish Rd, Summerland Key, FL 33042

  27018 Angelfish Rd, Summerland Key, FL 33042
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  /42

  $2,200,000

  • 5 Beds
  • 3 Baths
  • 1,978 Sq Ft

  94 Sacarma Dr, Cudjoe Key, FL 33042

  Rare Licensed Oceanfront Short-Term Vacation Rental in the Lower Florida Keys. Welcome to Fandango, a highly successful transient (daily-weekly) vacation rental home offering an exceptional investment opportunity and a personal retreat. This stunning 5-bedroom, 3-bathroom property, built in 2011 and expanded in 2018, was thoughtfully designed as the ultimate family vacation rental retreat.

  Michelle Blades Realty Executives Florida Keys Old Town

  94 Sacarma Dr, Cudjoe Key, FL 33042
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  /77

  $2,500,000 Sold Jul 15, 2025

  943 Flagship Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 2001

  Last Sold Summary

  • 7% Below List Price
  • $1,395/SF
  • 121 Days On Market

  Current Estimated Value $2,505,337

  Last Listing Agent Lisa Swanson The Agency Florida Keys

  943 Flagship Dr, Summerland Key, FL 33042
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  /19

  Est $876,834 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  221 Cutthroat Dr, Summerland Key, FL 33042

  221 Cutthroat Dr, Summerland Key, FL 33042
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  /42

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 2,081 Sq Ft

  27038 Angelfish Rd, Summerland Key, FL 33042

  Owner financing possible **Stunning 3-Bedroom, 2-Bath Home on 15,000 Sq Ft Lot with Resort-Style Pool and Spa**Welcome to your dream home! This spacious 3-bedroom, 2-bathroom property offers everything you need for comfortable living and entertaining. Nestled on a generous 15,000 sq ft lot, you'll enjoy plenty of space both indoors and outdoors. The centerpiece of this property is the luxurious

  Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

  27038 Angelfish Rd, Summerland Key, FL 33042
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  /39

  $650,000 Sold Apr 25, 2025

  25161 Center St, Summerland Key, FL 33042

  • 1 Bed
  • 1.5 Baths
  • 1,024 Sq Ft
  • Built 1958

  Last Sold Summary

  • 4% Below List Price
  • $635/SF
  • 6 Days On Market

  Current Estimated Value $628,434

  Last Listing Agent Patti Nickless Coldwell Banker Schmitt Lower Keys (KW)

  25161 Center St, Summerland Key, FL 33042
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  /2

  Est $1,049,318 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,120 Sq Ft

  27310 W Indies Dr, Summerland Key, FL 33042

  27310 W Indies Dr, Summerland Key, FL 33042
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  /24

  $1,100,000

  • Land
  • 5 Acres
  • $220,000 per Acre

  2231 Middle Torch Rd, Summerland Key, FL 33042

  Opportunities like this are few and far between. This extraordinary offering includes two adjoining 2.5-acre parcels, totaling 5 acres of land -- Truly a rare find in the Florida Keys. Each lot measures 110 x 990 feet, offering an abundance of space, privacy, and potential. The property currently features two dwellings -- a single-family residence and a manufactured dwelling on the other -- each

  Stephany Duvall Engel & Volkers Marathon

  2231 Middle Torch Rd, Summerland Key, FL 33042
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  /2

  $545,000 Sold May 22, 2025

  30276 Watson Blvd, Big Pine Key, FL 33043

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1989

  Last Sold Summary

  • $631/SF
  • 0 Days On Market

  Current Estimated Value $544,543

  Last Listing Agent Ally Kelley Ocean Sotheby's International

  30276 Watson Blvd, Big Pine Key, FL 33043
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  /36

  Est $1,155,158 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,518 Sq Ft

  27328 Jamaica Ln, Summerland Key, FL 33042

  27328 Jamaica Ln, Summerland Key, FL 33042
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  $725,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,078 Sq Ft

  27394 Saint Lucie Ln, Summerland Key, FL 33042

  Welcome to a Florida Keys waterfront retreat! This well-maintained 3 bedroom, 2 bath, stilted canal-front home offers bright, open living with soaring ceilings, large closets, and abundant natural light. The spacious living room flows seamlessly into the dining area and kitchen, while double French doors lead to a large, screened-in balcony overlooking the quiet canal - perfect for relaxing and

  Casey Arnold eXp Realty LLC

  27394 Saint Lucie Ln, Summerland Key, FL 33042
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  /41

  $970,000 Sold May 27, 2025

  366 Sawyer Dr, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,390 Sq Ft
  • Built 1988

  Last Sold Summary

  • 19% Below List Price
  • $698/SF
  • 4 Days On Market

  Current Estimated Value $1,003,167

  Last Listing Agent Diane Corliss Coldwell Banker Schmitt Lower Keys (KW)

  366 Sawyer Dr, Summerland Key, FL 33042
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  /61

  Est $1,963,977 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  17153 Buttonwood Dr W, Summerland Key, FL 33042

  17153 Buttonwood Dr W, Summerland Key, FL 33042
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  /16

  $250,000

  • Land

  LOT 12 Saint Lucie Ln, Ramrod Key, FL 33042

  Canalfront lot on Ramrod Key located in a desirable waterfront community oceanside between Key West and Marathon, offering quick access to the Atlantic Ocean then onto Florida Bay. No building permit is currently in place; buyers may apply through ROGO or purchase a separate building right.

  Karan Moeller Ocean Sotheby's International Realty

  LOT 12 Saint Lucie Ln, Ramrod Key, FL 33042
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  /54

  $1,035,000 Sold Apr 14, 2025

  29013 Marigold Dr, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 1,614 Sq Ft
  • Built 1969

  Last Sold Summary

  • 13% Below List Price
  • $641/SF
  • 45 Days On Market

  Current Estimated Value $1,038,041

  Last Listing Agent Sandra Tuttle Island Welcome Real Estate

  29013 Marigold Dr, Big Pine Key, FL 33043
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  /39

  Est $1,718,053 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  17056 Wahoo Ln, Summerland Key, FL 33042

  17056 Wahoo Ln, Summerland Key, FL 33042
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  /7

  $4,325,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,119 Sq Ft

  231 E Shore Dr Unit 6, Summerland Key, FL 33042

  Introducing Seven Palms Cove, a one-of-a-kind new construction community redefining luxury island living in the Florida Keys. With only seven exclusive oceanfront residences starting at $4M, this private, gated enclave offers an extraordinary opportunity to own a slice of paradise just minutes from Key West.Each home spans over 4,000 sq. ft. with 5 bedrooms, 5.5 bathrooms, and open-concept

  Stephanie Muzzillo Serhant Florida LLC - Delray Beach Office

  231 E Shore Dr Unit 6, Summerland Key, FL 33042
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  /2

  $305,000 Sold Jan 29, 2025

  701 Spanish Main Dr Unit 502, Cudjoe Key, FL 33042

  • Land

  Last Sold Summary

  • 4% Below List Price
  • 0 Days On Market

  Current Estimated Value $304,016

  Last Listing Agent Susan Halligan Live Local Realty of the Florida Keys

  701 Spanish Main Dr Unit 502, Cudjoe Key, FL 33042
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  /81

  Est $1,509,433 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  23041 Snapper Ln, Summerland Key, FL 33042

  23041 Snapper Ln, Summerland Key, FL 33042
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  /30

  $1,000,000

  • 3 Beds
  • 2 Baths
  • 1,062 Sq Ft

  630 Barry Ave, Summerland Key, FL 33042

  Set on a rare 0.68-acre property spanning four lots, this private canal-front home offers exceptional space, water access, and tranquility. With 204.5 feet of canal frontage, a 40-foot wood dock, and less than a 5-minute boat ride to Pine Channel, this location is ideal for boating enthusiasts. The 3-bedroom, 2-bath residence features a roof-covered deck perfect for entertaining friends and

  Mark MacLaughlin R.W.A. Realty Inc

  630 Barry Ave, Summerland Key, FL 33042
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  /20

  $190,000 Sold Feb 27, 2025

  28587 Peg Leg Rd, Little Torch Key, FL 33042

  • Land

  Last Sold Summary

  • 5% Below List Price
  • 80 Days On Market

  Last Listing Agent Tylon Fraley Southeast Realty Equities, Inc

  28587 Peg Leg Rd, Little Torch Key, FL 33042
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  /19

  Est $806,158 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  22910 Privateer Dr, Summerland Key, FL 33042

  22910 Privateer Dr, Summerland Key, FL 33042
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  /45

  $715,000

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  27163 Mariposa Rd, Summerland Key, FL 33042

  Welcome to your slice of paradise in Ramrod Key! This newer built (2018) beautifully maintained single-family home offers 1,488 square feet of comfortable living space, perfectly situated on a spacious 6,000 square foot lot. Featuring 3 bedrooms and 2 bathrooms, this property is ideal for full-time residents, vacationers, or investors seeking a rental opportunity in the Florida Keys.Special

  Jessica Roden Ocean Sotheby's International Realty

  27163 Mariposa Rd, Summerland Key, FL 33042
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  /58

  $835,000 Sold May 28, 2025

  23920 Overseas Hwy, Summerland Key, FL 33042

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft
  • Built 2022

  Last Sold Summary

  • 2% Below List Price
  • $672/SF
  • 60 Days On Market

  Current Estimated Value $866,999

  Last Listing Agent Aleida Ramirez United Realty Group Inc

  23920 Overseas Hwy, Summerland Key, FL 33042
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  /2

  Est $1,538,850 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft

  27362 Anguila Ln, Summerland Key, FL 33042

  27362 Anguila Ln, Summerland Key, FL 33042
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  /55

  $2,299,999

  • 3 Beds
  • 3 Baths
  • 2,288 Sq Ft

  17210 Angelfish Ln, Summerland Key, FL 33042

  Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the

  The Spottswood Team Truman & Co. (KW)

  17210 Angelfish Ln, Summerland Key, FL 33042
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  /35

  $945,000 Sold May 15, 2025

  17182 Starfish Ln W, Summerland Key, FL 33042

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $747/SF
  • 6 Days On Market

  Current Estimated Value $983,377

  Last Listing Agent Daniel Urban Expert Realty LLC (HQ)

  17182 Starfish Ln W, Summerland Key, FL 33042
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  /34

  Est $884,523 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  320 Spanish Main Dr, Summerland Key, FL 33042

  320 Spanish Main Dr, Summerland Key, FL 33042
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  /46

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  29172 Rose Dr, Big Pine Key, FL 33043

  Remodeled waterfront home! Located in a lovely neighborhood with a boat ramp right around the corner! Exterior of property has open parking as well as covered parking for multiple vehicles. Below home is surrounded by lattice to give additional shade and privacy. So much potential downstairs for outdoor entertainment.The main living area has gone through a full renovation. Kitchen boast sleek

  Deni Heintzelman KeyIsle Realty

  29172 Rose Dr, Big Pine Key, FL 33043
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  /32

  $825,000 Sold Apr 09, 2025

  3715 Pine St, Big Pine Key, FL 33043

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1993

  Last Sold Summary

  • 8% Below List Price
  • $859/SF
  • 4 Days On Market

  Current Estimated Value $818,151

  Last Listing Agent Maggie Beall Lokation Real Estate

  3715 Pine St, Big Pine Key, FL 33043
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  /3

  Est $475,243 Not Listed For Sale

  • 3 Beds

  17229 Oleander Ln, Summerland Key, FL 33042

  17229 Oleander Ln, Summerland Key, FL 33042
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  /39

  $995,000

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042

  Enjoy open water views and instant boating access from this transiently licensed, turn-key retreat in Venture Out Resort, just 20 minutes from Key West. Built in 2021, this modern 2-bedroom, 2-bath oceanfront home combines sleek design with comfort and quality craftsmanship. Step inside to discover 9ft ceilings, leather-finish granite countertops, and high-end finishes throughout. The home comes

  The Spottswood Team Truman & Co. (KW)

  701 Spanish Main Dr Unit 221, Cudjoe Key, FL 33042

Showing Results 521 - 560, Page 14 of 18